| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 16 | 11 | Steven Hergenrother | 15:29.0 | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 2. | 16 | 11 | Parker Broderick | 15:44.0 | CT | Fairfield Warde | Oct 19
| FCIAC Championships |
| 3. | 16 | 11 | Isaac Mahler | 15:46.0 | CT | Hall | Nov 12
| New England Interscholastic XC Championships |
| 4. | 16 | 11 | David Carillo | 15:47.0PR | CT | Trumbull | Oct 19
| FCIAC Championships |
| 5. | 16 | 11 | Devon Rosemark | 15:52.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 6. | 17 | 11 | Benjamin Lorenz | 15:54.0PR | CT | Staples | Oct 29
| CIAC Division LL Boys Championship |
| 7. | 17 | 12 | Colin Goldschmidt | 15:54.8PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 8. | 17 | 12 | Liam Edson | 16:00.0PR | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 9. | | 10 | Benjamin Lewis | 16:07.4PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 10. | 16 | 11 | Christian Zawislack | 16:10.0PR | CT | Greenwich | Oct 19
| FCIAC Championships |
| 11. | 18 | 12 | Avery Allen | 16:13.6PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 12. | | 12 | Joshua Roos | 16:14.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 13. | | 12 | Harrison (William) ... | 16:14.2PR | CT | Glastonbury | Sep 30
| 10th Harry Geraghty XC Invite |
| 14. | | 12 | James Cunningham | 16:19.0PR | CT | Fairfield Warde | Oct 19
| FCIAC Championships |
| 15. | 15 | 10 | Michael Komisky | 16:21.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| | | 12 | Zachary Allen | 16:21.0PR | CT | Staples | Oct 19
| FCIAC Championships |
| | | 12 | Ryan Pereira | 16:21.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 18. | | 12 | Matthew Fleming | 16:22.0PR | CT | Staples | Oct 19
| FCIAC Championships |
| 19. | 16 | 10 | Morgan Samuel | 16:24.0 | CT | Staples | Oct 19
| FCIAC Championships |
| 20. | 17 | 12 | Nathaniel Aronson | 16:27.6PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 21. | | 12 | William Fitch | 16:28.0PR | CT | Staples | Oct 19
| FCIAC Championships |
| 22. | 17 | 12 | Ethan Striff-Cave | 16:29.5PR | CT | Hall | Nov 12
| New England Interscholastic XC Championships |
| 23. | 16 | 10 | Kyle Jeffers | 16:30.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| 24. | | 10 | Magnus Manley | 16:31.0 | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 25. | 14 | 9 | Matteo Chiesara | 16:33.0PR | CT | Greenwich | Oct 29
| CIAC Division LL Boys Championship |
| 26. | 16 | 11 | Elias Alvarado | 16:34.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| 27. | 16 | 11 | Christopher Bishop | 16:35.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| 28. | | 12 | Vincent Sullivan | 16:35.8PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 29. | | 10 | Sullivan Dunn | 16:42.0 | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 30. | | 12 | Ryan Klaiber | 16:45.0PR | CT | Trumbull | Oct 19
| FCIAC Championships |
| 31. | | 12 | James Cunningham IV | 16:45.9PR | CT | Fairfield Warde | Oct 12
| Westhill/Danbury/Warde at Ludlowe |
| 32. | | 12 | Apurv Manjreker | 16:46.8PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| | 15 | 10 | Donovan Connole | 16:46.8PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 34. | 17 | 12 | Daniel Goldberg | 16:49.0PR | CT | Westhill (CT) | Oct 19
| FCIAC Championships |
| 35. | | 11 | Charles Williamson | 16:52.0 | CT | Fairfield Warde | Oct 19
| FCIAC Championships |
| | | 12 | Denis Proskuryakov | 16:52.0PR | CT | Stamford | Oct 19
| FCIAC Championships |
| 37. | 17 | 12 | Lucas Pyrro | 16:53.9PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 38. | 17 | 12 | Ethan Manfredi | 16:54.0 | CT | Norwich Free Academy | Sep 24
| Ocean State XC Invitational |
| 39. | 17 | 11 | Jonathan Pincus | 16:54.4PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 40. | 15 | 10 | Samuel Zwick-Lavins... | 16:55.0 | CT | Staples | Oct 19
| FCIAC Championships |
| 41. | 16 | 10 | Charles Lovett | 16:56.3 | CT | Ridgefield | Nov 12
| New England Interscholastic XC Championships |
| 42. | | 12 | David King | 16:59.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 43. | 18 | 12 | Jake Nafis | 17:01.0 | CT | Southington | Sep 24
| Ocean State XC Invitational |
| 44. | 16 | 11 | Sawyer Barile | 17:01.9PR | CT | Norwich Free Academy | Oct 8
| Ponaganset Covered Bridge Classic |
| 45. | 16 | 11 | Patrick Allen | 17:03.0PR | CT | Trumbull | Oct 19
| FCIAC Championships |
| 46. | 16 | 11 | Harjaap Singh | 17:04.0 | CT | Trumbull | Oct 19
| FCIAC Championships |
| 47. | | 12 | Dominic Pena | 17:06.0PR | CT | Glastonbury | Oct 29
| CIAC Division LL Boys Championship |
| 48. | 16 | 10 | Sebastian Halpern | 17:08.9 | CT | Wilbur Cross | Oct 3
| Lauralton Classic |
| 49. | | 12 | Ashton Croteau | 17:10.0PR | CT | Norwich Free Academy | Oct 8
| Ponaganset Covered Bridge Classic |
| 50. | 18 | 12 | Drew Nafis | 17:14.0 | CT | Southington | Sep 24
| Ocean State XC Invitational |
| 51. | | 10 | William Liebler | 17:15.0 | CT | Southington | Sep 24
| Ocean State XC Invitational |
| 52. | | 11 | John Humphrey | 17:16.1PR | CT | Ridgefield | Nov 12
| New England Interscholastic XC Championships |
| 53. | 15 | 10 | Patrick Croughwell | 17:18.0 | CT | Norwich Free Academy | Sep 24
| Ocean State XC Invitational |
| | | 12 | Uri Noyman | 17:18.0PR | CT | Hall | Sep 24
| Manchester Invitational Large School boys |
| 55. | 16 | 11 | Thomas Boulter | 17:18.1 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 56. | 16 | 11 | Christian Fournier | 17:20.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 57. | | 12 | Charles White | 17:20.6PR | CT | Fairfield Warde | Oct 12
| Westhill/Danbury/Warde at Ludlowe |
| 58. | | 11 | Cian Gara Grady | 17:21.0PR | CT | Manchester | Sep 24
| Manchester Invitational Large School boys |
| 59. | 15 | 10 | Lucas Califano | 17:21.4PR | CT | Danbury Hatters HCYS Track & XC Club | Nov 13
| USATF Connecticut Association Junior Olympic ... |
| 60. | 15 | 9 | Alexander Medina | 17:23.1 | CT | Hamden | Sep 20
| Career, Cheshire, Hamden @ Daniel Hand |
| 61. | | 12 | Jack Pastor | 17:24.8PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 62. | 15 | 10 | Thijs Doot | 17:25.7 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 63. | 15 | 10 | Elijah de Brito | 17:26.0PR | CT | Staples | Oct 19
| FCIAC Championships |
| | | 12 | Jack Broide | 17:26.0PR | CT | Greenwich | Oct 19
| FCIAC Championships |
| | | 12 | Tyler Kocadag | 17:26.0 | CT | Staples | Oct 19
| FCIAC Championships |
| 66. | | 12 | Joel Galarza | 17:28.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| 67. | | 12 | Theo Hordon | 17:29.4PR | CT | Staples | Oct 11
| Darien/Trumbull/Stamford at Staples |
| 68. | 15 | 10 | Connor Garrett | 17:30.0 | CT | Hamden | Oct 29
| CIAC Division LL Boys Championship |
| 69. | 15 | 10 | Alexander Glenn | 17:33.0 | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 70. | | 11 | Francis Dewander | 17:34.2PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 71. | | 10 | Alex Neves | 17:42.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| | | 10 | Nathan Maruffi | 17:42.0 | CT | Danbury | Oct 19
| FCIAC Championships |
| 73. | 17 | 12 | Andrew Greden | 17:46.8PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 74. | | 11 | Matthew Zeman | 17:47.0PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 75. | 16 | 11 | Jonah Rosenberg | 17:47.8PR | CT | Westhill (CT) | Oct 12
| Westhill/Danbury/Warde at Ludlowe |
| 76. | 15 | 10 | Calum Madigan | 17:48.0 | CT | Staples | Oct 19
| FCIAC Championships |
| | | 12 | Antonio Mercado | 17:48.0PR | CT | East Hartford | Oct 29
| CIAC Division LL Boys Championship |
| 78. | | 10 | Parker Seastrong | 17:49.0PR | CT | Trumbull | Oct 19
| FCIAC Championships |
| 79. | 15 | 10 | Andrew Lema | 17:49.5 | CT | Danbury | Oct 12
| Westhill/Danbury/Warde at Ludlowe |
| 80. | | 11 | Christofer Ramirez | 17:50.0PR | CT | Wilbur Cross | Oct 29
| CIAC Division LL Boys Championship |
| | 14 | 9 | Crawford Cauthen | 17:50.0 | CT | Glastonbury | Oct 29
| CIAC Division LL Boys Championship |
| 82. | | 11 | Mason Shapiro | 17:54.0PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| | 16 | 10 | Jesse Croteau | 17:54.0 | CT | Norwich Free Academy | Oct 29
| CIAC Division LL Boys Championship |
| 84. | 16 | 11 | Connor Mayr | 17:54.5 | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 85. | | 12 | Cameron Colletti | 17:57.0PR | CT | Glastonbury | Sep 13
| Hall vs Glastonbury, Southington |
| | | 12 | Alexander Howarth | 17:57.0PR | CT | Glastonbury | Oct 29
| CIAC Division LL Boys Championship |
| 87. | | 12 | Isaac Graber | 17:57.2PR | CT | Ridgefield | Nov 12
| New England Interscholastic XC Championships |
| 88. | 16 | 11 | Nicholas DeBartolo | 17:58.3PR | CT | Norwich Free Academy | Oct 8
| Ponaganset Covered Bridge Classic |
| 89. | 15 | 10 | Jacob Szalewicz | 17:59.0 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 90. | | 10 | Gavin Kane | 17:59.1PR | CT | Manchester | Oct 18
| CCC Cross Country Championships |
| 91. | | 12 | Guhan Vel | 18:01.0PR | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 92. | | 11 | Jeremy Baun | 18:05.0 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 93. | | 12 | Jacob Kane | 18:06.0PR | CT | Fairfield Warde | Oct 19
| FCIAC Championships |
| | 18 | 12 | Gil Vadel | 18:06.0PR | CT | Westhill (CT) | Oct 19
| FCIAC Championships |
| | | 11 | Aubrey Niederhoffer | 18:06.0PR | CT | Greenwich | Oct 19
| FCIAC Championships |
| 96. | | 11 | Samuel Johnson | 18:07.0 | CT | Manchester | Sep 24
| Manchester Invitational Large School boys |
| | | 12 | Ford Gillespie | 18:07.0 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 98. | 14 | 9 | Nathan Yingling | 18:07.3 | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 99. | | 11 | Howard Lam | 18:07.5PR | CT | Hall | Oct 3
| Avon vs. Hall, NWC |
| 100. | | 11 | Rocco Pizzitola | 18:08.0PR | CT | Southington | Sep 24
| Ocean State XC Invitational |